30964-01-3

Basic information

• Product Name: 8-NONYNOIC ACID
• Synonyms: 8-NONYNOIC ACID;TIMTEC-BB SBB009143;8-NONYNOIC ACID 95+%
• CAS NO: 30964-01-3
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21
• Mol File: 30964-01-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 19°C
• Boiling Point: 308.54°C (rough estimate)
• Flash Point: 23°C
• Appearance: /
• Density: 1.0249 (rough estimate)
• Vapor Pressure: 0.00277mmHg at 25°C
• Refractive Index: 1.4524
• PKA: 4.76±0.10(Predicted)
• CAS DataBase Reference: 8-NONYNOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 8-NONYNOIC ACID(30964-01-3)
• EPA Substance Registry System: 8-NONYNOIC ACID(30964-01-3)

Safety Data

• Statements: 10-34
• Safety Statements: 26-36/37/39
• RIDADR: 2920
• Hazardous Substances Data: 30964-01-3(Hazardous Substances Data)

Usage

Description

8-Nonynoic acid is a fatty acid that belongs to the group of octynoic acids. It exhibits antibacterial activity against gram-positive bacteria by binding to bacterial fatty acids. 8-Nonynoic acid also inhibits the growth of gram-negative bacteria by inhibiting the synthesis of fatty acids. It is also capable of inhibiting the growth of both aerobic and anaerobic bacteria in biochemical assays.

Uses

Used in Organic Synthesis:
8-Nonynoic acid is used as a reagent for DNA-templated synthesis in organic solvents through pyrrolidine-catalyzed aldol condensation.
Used in Pharmaceutical Industry:
8-Nonynoic acid is used as an antibacterial agent for the treatment of gram-positive and gram-negative bacterial infections. It is effective against both aerobic and anaerobic bacteria, making it a versatile compound in the development of new antibiotics.
Used in Chemical Research:
8-Nonynoic acid is used as a research tool in the study of bacterial fatty acid synthesis and the development of novel antibacterial compounds. Its ability to inhibit bacterial growth makes it a valuable asset in understanding the mechanisms of bacterial resistance and the design of new drugs to combat antibiotic-resistant strains.

InChI:InChI=1/C9H14O2/c1-2-3-4-5-6-7-8-9(10)11/h1H,3-8H2,(H,10,11)

Upstream product

• 821-57-8 7-chloroheptanoic acid 
• 74-86-2 acetylene 
• 20731-23-1 methyl non-8-enoate 
• 70277-75-7 lithium acetylide 
• 17643-36-6 9-decyn-1-ol 

Downstream Products

• 2197-52-6 8,11-octadecadienoic acid 
• 10160-28-8 8-nonyn-1-ol 
• 15514-88-2 (8Z,10E)-12-hydroxyheptadeca-8,10-dienoic acid 
• 13099-34-8 17-hydroxy-heptadecanoic acid 
• 60451-92-5 17-Iodheptadecansaeure 
• 76298-42-5 17-(Toluene-4-sulfonyloxy)-heptadecanoic acid 
• 344742-94-5 20-(Toluene-4-sulfonyloxy)-icosanoic acid 
• 344742-95-6 20-(Toluene-4-sulfonyloxy)-icos-12-ynoic acid 
• 28079-04-1 (Z)-8-dodecen-1-yl acetate 
• 26906-26-3 1-Acetoxydodec-8-yne 
• 64604-68-8 1-(2-tetrahydropyranyloxy)dodec-8-ene 

Relevant articles and documents

Carbon-carbon bond fission on oxidation of primary alcohols to carboxylic acids

α-Carbon-carbon bond cleavage is shown to be a general side reaction accompanying the oxidation of unbranched primary alcohols to the corresponding carboxylic acids using HNO3, CrO3/H2SO 4/H2O/acetone, CrO3/CH3COOH, PDC/DMF, H5IO6/CrO3, KMnO4/H +, KMnO4/HO-, NiCl2/NaClO, TEMPO/PhI(OAc)2. Therefore, the product formed is always contaminated with a carboxylic acid containing one carbon atom less. Systems such as PhI(OAc)2/TEMPO or H5IO6/CrO 3/CH3CN reduce to a minimum the content of this impurity. Temperature, the order of reagent addition, and additives such as oxalic acid or cerium salts produce a profound effect on the formation of the undesirable impurity during the Jones oxidation of primary alcohols.

STRUCTURES AND SYNTHESIS OF SEED-GERMINATION INHIBITORS FROM HIBISCUS ROSA-SINENSIS

Key Word Index - Hibiscus rosa-sinensis; Malvaceae; seed germination; inhibition; acetylenic acids; o-nitrophenyl selenide. 8-Nonynoic, 9-decynoic acids and their methyl esters were isolated for the first time as natural products from Hibiscus rosa-sinensis.They were inhibitors of the germination of lettuce seeds and were synthesized via o-nitrophenyl selenides.

Metamorphosis of Castor Oil to Insect Sex-pheromones and Useful Synthons

The primary fragmentation products of Castor oil (1), namely, methyl undec-10-enoate (2) and sebacic acid (3) have been converted, using novel reactions and strategies into synthons of the type H-CC-(CH2)n-3-CH2OTHP (n=6=4; n=7=14; n=8=22; n=9=29).A surprisingly clean decarboxylative elimination of sebacic acid monoester gives methyl non-8-enoate (7), a synthon related to recefeiolide and a precursor to 4, the utility of which, has been illustrated with the synthesis of insect-pheromones of the species Grapholita molesta.Methyl dec-9-enoate (15) has been prepared by a novel and practical terminal ? to lower terminal ? degradation of 2.Compound 7 has been transformed via synthon 14 to the insect sex-pheromones of the species, Spodoptera frugiperda, Heliothis virescens and Paralobesia viteana in high yields and excellent stereochemical purity. 1-Tetrahydropyranyloxyundec-10-yne (22) readily prepared from 2, has been used to illustrate a new strategy in pheromone synthesis, namely, the use of coupling elements, leading to the preparation of bombykol in high yields and excellent stereochemical purity. 1-Tetrahydropyranyloxydodec-11-yne (29), already reported, has been transformed to vaccenic acid (30), the transposed ?-isomer of oleic acid, in good yields, thus demonstrating the use of acetylide synthons for the preparation of rare fatty acids also.